Process for the preparation of droxidopa and its intermediate
AssigneePiramal Pharma Limited
InventorsMilind Gharpure, Ashutosh Jagtap, Changdev Raut, Nainesh Kansagara, Jaisankar Krishnapillai, Nirmal Kumar Manoharan, Navnath Patil
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Abstract
The present invention provides an improved process for preparation of L-threo-(2S,3R)-3-(3,4-dihydroxyphenyl)serine (I) (Droxidopa) and its salts; comprising (a) reaction of the aldehyde compound (III) (as described herein) with Metal complex (II) (as described herein), and (h) hydrolysis of the compound (IV) obtained from step (a) in presence of acid. The present invention also relates to a novel intermediates metal chiral complex (IV) for the preparation of Droxidopa.
Claims10
A process of preparation of compound (I) or its salt, ;
- comprising the steps of,
- (a) reacting the compound (III) of the following formula,
- wherein R1 is selected from a group consisting of hydrogen, unsubstituted alkyl, substituted alkyl, cycloalkyl, aryl, heterocyclic and protecting group;
- with a metal complex (II) of the following formula,
- wherein ‘M’ is a metal selected from Cu2+, Ni2+, and Zn2+,
- (b) hydrolyzing of the compound (IV) of the following formula obtained from step (a) in presence of an acid,
- (c) optionally, treating the acid salt of compound (I) of the following formula obtained from step (b) with a base, and
- (d) optionally, purifying compound (I) or its salt by treatment with a metal hydride.
A compound:
- metal complex (IV) of the following formula;
- wherein ‘M’ is a metal selected from Cu2+, Ni2+, and Zn2+;
- and R1 is selected from a group consisting of hydrogen, unsubstituted alkyl, substituted alkyl, cycloalkyl, aryl, heterocyclic and protecting group.
Dependencies are inferred from the claim text.